7-(diethylamino)-2-oxo-N-((pyridin-3-yl)methyl)-2H-chromene-3-carboxamide | 1117894-53-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-(diethylamino)-2-oxo-N-((pyridin-3-yl)methyl)-2H-chromene-3-carboxamide
• 英文别名: 7-(diethylamino)-2-oxo-N-(pyridin-3-ylmethyl)chromene-3-carboxamide
• CAS: 1117894-53-7
• 化学式: C₂₀H₂₁N₃O₃
• 分子量: 351.405
• InChiKey: DXHQNIVWEUBEMG-UHFFFAOYSA-N

物化性质

• 熔点：
  190-192 °C
• 沸点：
  646.4±55.0 °C(predicted)
• 密度：
  1.254±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-氨甲基吡啶 、 7-(二乙基氨基)香豆素-3-羧酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 6.0h， 以64%的产率得到7-(diethylamino)-2-oxo-N-((pyridin-3-yl)methyl)-2H-chromene-3-carboxamide
  参考文献：
  名称：

  Coumarin-Derived Cu²⁺-Selective Fluorescence Sensor: Synthesis, Mechanisms, and Applications in Living Cells

  摘要：

  A novel coumarin-based fluorogenic probe bearing the 2-picolyl unit (1) was developed as a fluorescent chemosensor with high selectivity and suitable affinity in biological systems toward Cu2+ over other cations tested. The fluorescence on-off mechanism was studied by femtosecond time-resolved fluorescence (TRF) upconversion technique and ab initio calculations. The receptor can be applied to the monitoring of Cu2+ ion in aqueous solution with a pH span 4-10. To confirm the suitability of 1 for biological applications, we also employed it for the fluorescence detection of the changes of intracellular Cu2+ in cultured cells. The results indicate that 1 should be useful for the fluorescence microscopic imaging and the study on the biological functions Of Cu2+..

  DOI：

  10.1021/ja808611d

文献信息

• Coumarin-Derived Cu²⁺-Selective Fluorescence Sensor: Synthesis, Mechanisms, and Applications in Living Cells
  作者：Hyo Sung Jung、Pil Seung Kwon、Jeong Won Lee、Jae Il Kim、Chang Seop Hong、Jong Wan Kim、Shihai Yan、Jin Yong Lee、Jung Hwa Lee、Taiha Joo、Jong Seung Kim

  DOI：10.1021/ja808611d

  日期：2009.2.11

  A novel coumarin-based fluorogenic probe bearing the 2-picolyl unit (1) was developed as a fluorescent chemosensor with high selectivity and suitable affinity in biological systems toward Cu2+ over other cations tested. The fluorescence on-off mechanism was studied by femtosecond time-resolved fluorescence (TRF) upconversion technique and ab initio calculations. The receptor can be applied to the monitoring of Cu2+ ion in aqueous solution with a pH span 4-10. To confirm the suitability of 1 for biological applications, we also employed it for the fluorescence detection of the changes of intracellular Cu2+ in cultured cells. The results indicate that 1 should be useful for the fluorescence microscopic imaging and the study on the biological functions Of Cu2+..